1-hydroxy-3-amino-3-methyl butane



of water added to the residue, and the solution Patented Jan. 22, 1946l-HYDROXY -3-A1\flNO-3-METHYL BUTANE Frank J. Soday, Baton Rouge, La.,assignor to The United Gas Improvement Company, acorporation ofPennsylvania No Drawing. Application February 2, 1944,

, Serial No. 520,832

2 Claims. (Cl. 260- 584) The present invention relates to new composi-The alcoholic extract was distilled, whereupon tions of matter and tomethods for their preparathe isoprene hydroxy amine, having thefollowtion. ing physical properties, was obtained:

More particularly, this invention pertains to c v1-hydroxy-3-amino-3-methyl butane and to 5 Egg; Z g%;; g iriiegltiiolgsfor the preparation of this isoprene de- Refractive index=ll44gs Thisinvention is based upon the discovery that This product consists mainlyof 1-hydroxy-3- this compound may be prepared in excellentamino-3-methyl butane. Other isoprenehydroxy yields through the reactionof aqueous ammonia amines boil mainly in the range of 60-80 C. withisoprene dihydrochloride. 9 mm., have densities in the range of 0.82 to0.85,

It is an object of the present invention to proand refractive indices inthe range of 1.44 to 1.55. vide a new compound namely, 1-hydroxy-3-ami-The reaction may be illustrated by the followno-B-methyl butane and aprocess for the prepaing equations ration thereof. Another object ofthis invention (UHDLCCLCHLGHCI NH is to provide new compounds havingutihty in a number of chemical and related industries. H

The preparation of 1-hydroxy-3-amino-3- (CHa)sCNHnHOl.CHz.CH:Cl NaaCOsmethyl butane preferably is carried out by heat- N ing isoprenedihydrochloride with an aqueous While products having specificstructures and ammonia solution. procedures for the preparation of suchproducts The aqueous ammonia solution preferably conhave beenparticularly described, it is to be untains from 15% to 85% ammonia, andmore prefderstood that these are by way of illustration. erably from to65% ammonia. Therefore, changes, omissions, additions, substi- Thereaction preferably is carried out at s11 25 tutions, and/ormodifications may be made withperatmospheric pressures. in the scope ofthe claims without departing from The reaction preferably is carried outat temthe spirit of the invention. peratures between 35 C. to 200 C. andmore I claim: preferably between 50 C. and 100 C. -hy r Xy- -amin0- -meh 1 bu ane- The invention may be more completely illus- 2. A process forthe p ep r of y tratecl by means of the following example.3-amino-3-methyl butane which comprises heat- Emmpze ing1,3-dichloro-3-methyl butane at a temperature between C. to 200 C. withan aqueous A steel bomb was charged with 106 grams of 35 ammoniasolution containing from 15% to 85% isoprene dihydrochloride and 1100cc. of a 34% ammonia at superatmospheric pressure, contactaqueousammonia solution and heated to a teming the resulting solution with analkali under perature of 80-82 C. for several days. hydrolyzingconditions and recovering l-hy- The resulting solution was evaporated,200 cc. droxy-3-amino-3-methyl butane from the reaction mass.

treated with 80 grams of sodium carbonate. The alkaline solution thenwas evaporated and extracted with 250 cc. of absolute ethyl alcohol.

FRANK J. SODAY.

